Chapter 4 - Win some, lose some

by MadGenuis

Short summary:It�s movie-night with Keith and Emma�s family, but when the movie fails to captivate either of them, their attention instead turns to each other.(mg, cons, inc, bro-sis, ped)


It was family video-night in Keith and Emma's residence, and the two of them, their younger brother, Mike, and their parents had all gathered in the living room to spend some quality time together as a family by staring at the television in unison. Whenever the father of the family went out and spent money on renting small selections of DVDs, it was an unwritten law of the household that they should all just sit in silent reverence before the technological miracle that was moving pictures and stereo-speakers. It was an old tradition, respected to the point where it almost transcended being a simple tradition and ascended to becoming a ritual to pay tribute to the avatars of greatness that were the movie actors. All three children had come to enjoy this time, partly because their father every now and then actually managed to rent a good movie, but mostly because video-night meant snacks, and chips and candy were always desirable in the eyes of the children.

The seating arrangement for these nights were almost set in stone. The layout of the living room was thus: the living room and the dining room were actually one big room, but separated by a large piece of casework furniture, in which the television had been placed so that it faced toward the living room. Furthest to the right when facing the television, up against the wall, was a single leather-clad declinable armchair - and this, the single most comfortable piece of furniture in the building, was unquestionably the seat of the mother of the family. The rest of the wall opposite to the television was occupied by a couch, with three seats backing the wall, then it made a ninety degree turn and added another two seats backing the wall furthest to the left when facing the television. Keith had always sat closest to the mother, Mike next to him, the two brothers easily occupying three seats together. Emma and the father then took the two seats backing the wall to the left.

Today, however, things were different. It had been just two days since Keith and Emma had had their last 'test', and while Emma had once more displayed an amazing ability to pretend that nothing had happened, Keith could not get what had happened off his mind. The thirteen-year-old boy and his ten-year-old sister had come so very close to having real and proper sex, with interacting genitalia and everything, except Keith had missed his target and ended up just grinding against her pelvis and ejaculating on her stomach. At the time he had first been horrified when he had thought that he had just released his load inside his little sister's (little, pink, moist, lush, sweet, delicious) vagina, and then intensely relieved when he had realized that he had not done so. But in the days since then, he had had time to think and rationalize. Emma was still only ten years old, and judging by her reaction to when he had inadvertently deflowered her with a deodorant lid, she was not yet menstruating. Now, Keith was not very good at biology and had just barely paid attention to sexual education classes, but he thought that this meant that she could not yet become pregnant.

With that thought in mind, and the promise of his sister that they would try again still fresh in his memory, the teenage boy had resolved that there was no need to worry about pregnancy, and that the two of them could do just about whatever they wanted. And God, how he wanted her! He just needed an excuse, any excuse...

That was why as the family assembled and Emma took her usual place on the couch, Keith sat down next to her, and when this caused some confused glances from everyone else, the boy quickly excused himself with that he was feeling a bit cold, and there was a blanket to wrap himself draped over the seat he had taken. As he wrapped himself in the cloth, the others seemed to accept this explanation... though he imagined that they would be significantly less inclined to do so if they had noticed the growing bulge of beginning erection.


The night proceeded and their father, taking Keith's usual spot, initiated the first movie, thus issuing an unspoken command of silence. It was not very good though, with a boring plot and shabby special-effects at best, so soon Keith found his thoughts drifting to the girl sitting right next to him, staring at the screen before them with a lack of interest that mirrored his own.

In a manner that he hoped was the most inconspicuous ever thought out by a human being, he offered Emma a bit of the blanket, which she unceremoniously draped loosely across her lap. She did not tug it around herself tightly, and did not try to cover more than just her legs and the immediate front of her waist. Keith noticed this, and inwardly cursed what he decided to label his bad luck - this somewhat crippled his plans.

Oh well, he figured, he was beaten, but not down - the straining erection in his pants was definite proof of that. Slowly, feigning to pay attention to the movie in which two characters were in the middle of the world's longest conversation while driving idly about, the boy began slithering his right hand under the cover of the blanket, letting it crawl its way to Emma's seat. He was not sure if he was breathing while doing this, but he knew that he was extremely tense, his sexual excitement only seeming to intensify with the quite significant risk of someone noticing him. He maneuvered with great caution, making sure not to disturb the blanket too much and not make a visible bulge where his arm snaked through, and was eventually rewarded by the feel of Emma's clothed outer thigh.

The girl did not display any reaction at the touch at first, but seemed undisturbed in trying to watch the TV. Trying to get her attention - and hopefully, some kind of perceivable permission - he sent his hand moving even closer to her, running his fingers and palm up the firm curve of her thigh and ultimately coming down to rub her inner thigh, the knuckle of his pinky just barely coming in contact with her crotch with every downward movement.

This seemed to get her attention, as Emma abruptly decided to rearrange her posture and sitting up straight with her legs spread and arms hanging down her sides. Much to her brother's dismay she did not move the blanket to provide better camouflage for the activity he had in mind, but let it stay where it was.

Pausing a moment in which he let his hand rest motionlessly on his little sister's inner thigh, Keith briefly considered moving the blanket himself, perhaps draping it over her shoulders so that he could also sneak up and grope her chest and waist, but he quickly dropped the idea, figuring that it would be too likely to attract attention from the uninitiated majority of the family - and that was most definitely the last thing he wanted right now. With the blanket as it was, he would not even dare cupping a feel of her ass, let alone pleasure her rose bud the way she seemed to enjoy so.

Figuring that he just had to make the best of the situation, Keith ran his hand up and down her thigh a couple of times, then went to slowly, but firmly caress her crotch through the fabric of her pants. He was not entirely sure whether it was his hand or her body, or both, but something was trembling. Keith knew that he was probably shaking with excitement by now, but he liked to think that his sister was as well. For a minute's time he kept moving his fingers up and down Emma's crotch in long rhythmical movements, followed by several seconds of intense rubbing with his pointer and middle finger as far down as he could reach. He thought he heard Emma gasp quietly, but it might have been someone else that were just surprised that the movie had finally gone to the next scene.

Feeling a little braver as no one seemed to have gotten suspicious yet, the boy let his hand wiggle its way as far up as the blanket would cover, then he pulled on the waistband of her trousers (thank goodness it was elastic) and he began slipping his hand down her pants, found the waistband of her panties and went inside those, too. He was almost certain that his sister's breathing had changed by then, it growing quicker and shallower, as it had in the past. Keith, meanwhile, barely dared to breathe at all. His heart pounded like a jackhammer and he felt like he was having a heat-stroke, but by God he was not going to let his breathing ruin this moment, or even worse, the entire twisted relationship he and his sister had somehow gotten into.

Moving with what felt like agonizing slowness to ensure that his maneuvering was not too visible from outside the blanket, the boy's fingers eventually found their way to their destination. The little girl's vulva was already emanating heat like a furnace, he discovered, and as he sent his middle finger caressing down the length of her crotch, skirting her nether lips as it did so, he found that she was already wet, too. Smiling to himself, Keith began rubbing his middle finger back and forth Emma's pussy until the digit was drenched in her juices, then deftly slipped it inside her. She made a little jump when her brother's finger went in, but immediately settled back down. Her expression seemed a bit more tense, though, and her breathing more labored.


So Keith went to work, trying his best to keep his eyes on the movie rather than the wonderful pussy he could not see anyways. His middle finger started pumping in and out of her, bending each time it went inside to grope at her inner walls as much as possible. After a few seconds his pointer joined in, and he would swear that he felt a shiver go through Emma's body as both fingers began darting in and out of her. His mouth felt dry and there was a lump in his throat, and to be honest, he did not know entirely where he would say his excitement and pleasure ended and the discomfort and pain started.

A jolt went through the boy when he suddenly felt something on his thigh, and he only barely managed to stifle a surprised outburst as soft, slender fingers gave his thigh a squeeze, and then seemed to copy his own maneuvering in starting to move over the thigh - only unlike Keith, Emma's hand went straight for the waistband, making no detours. Now it was really hard to keep watching the movie... in fact it took nearly all the willpower Keith could muster not to ask his sister what she was doing, or move somehow, anyhow, just because of the spontaneous and almost irresistible urge to move.

Biting his lower lip to keep himself from doing or saying anything that he would regret - or rather, make him regret the things he had already done/were currently doing - the boy followed his sister's progress as she found the waistband, and began slipping her hand inside. Keith's waistband was not elastic, but luckily he was a quite thin boy, on the verge of being classified as "bony", and so most store-bought pants that fitted in the length were several sizes too big in the volume. He was not wearing a belt at the time, so there was plenty of space to spare for the girl's petite hand to slither down and gently, almost hesitantly, caress his member with her fingertips. Her fingers went exploring sightlessly, and one time a soft fingertip touched the exposed head of the penis, sending a jolt of electric pleasure through him that made it impossible not to shiver in sheer elation. Her hand went down and fondled his testicles briefly, but then returned to his throbbing erection.

When the curious fingers began wrapping around Keith's shaft, he could no longer keep himself from shooting Emma a questioning look, his eyes wide and his expression haunted. Without looking at her brother, she just smiled at the TV and made a barely perceptible nod of her head, as if to reassure him. He swallowed, then turned his gaze back to the movie, even if his attention was by now focused somewhere else entirely.


Keith flinched when Emma tried to grasp his penis, her grip initially far too tight for it to be comfortable and on the verge of being painful. He moved his free hand to hers, and gently eased her adjusted her grip until it was just about right, and then he started guiding it slowly up and down his length, letting her know how far to move and what tempo had the best balance of pleasure and subtlety. He let go of her hand, and she continued pumping up and down on her own, earning a ragged sigh of delight from her brother.

After a moment Keith suddenly felt something pressing against his other hand, and he realized that Emma had placed her free hand on top of his that still had two fingers inserted in her slit. The brother abruptly realized that he had been so absorbed in getting a handjob (though he was not familiar with that term) from his little sister that he had forgotten about fingering her entirely, his hand having laid idly on her crotch this entire time. He felt her fingers through the cloth of her trousers and panties, gripping his hand and slowly guiding it so that Keith's fingers began pumping again. Finding this extremely sexy, Keith drew another deep ragged breath, and resumed fingering on his own.

For a few minutes the two siblings just sat like that, each masturbating the other under the blanket while pretending to watch the movie and mask their delighted noises as surprised gasps, yawns or little chuckles, whenever each cover seemed most appropriate. Now, Keith had discovered that he actually had quite impressive stamina when it came to sexual encounters for someone who only had his first orgasm about a month ago, and he could sometimes draw the pleasure of masturbation out as far as fifteen minutes to half an hour, if he wanted to. However, Emma taking initiative on her own here today - first reaching to rub his pecker, then urging him to resume fingering her pussy - had excited him well beyond average horniness, and it was not long until he felt like an impending orgasm.

Keeping his mouth shut tightly to avoid accidentally moaning or something, Keith reached down and stopped his sister from jerking him off any longer, before he reached the point of no return and ended up making a mess in his pants. He kept moving his own fingers, though. After a second, Emma tried to resume pleasuring him, too, but again her brother stopped her.

This time, both of the siblings turned their heads and looked at each other, Emma with an unspoken question in her eyes, Keith with a plan in mind. The girl raised her shoulders slightly in a "what now"-kind of gesture, and the boy rolled his eyes so that he looked up, and made a little upward movement with his chin. After a moment Emma nodded her head, then looked back at the movie. Keith did the same. This had to be arranged very carefully...


After a couple of minutes in which the only thing that maintained Keith's rock-like hardness was the feeling of continuously pumping his fingers in and out of his sister's vagina, the boy finally withdrew his fingers - earning a disappointed sigh from Emma - and stood up, throwing off the blanket and made some excuse or another to leave the room. Once he was out the door, he immediately steered toward the stairs, went up them, turned right and went into Emma's room.

Then he waited. Several minutes passed in which nothing happened, and Keith just sat idly on Emma's bed, rubbing his crotch and thinking about his sister's body to maintain his erection. It felt like a very long time passed before he heard soft footfalls on the stair outside, moved away, and then closer, until finally the door opened and admitted Emma into her room, striking a pose with a cocked hip, a measured smile upon her elfin face and her eyes homing directly for the front of Keith's pants. Needless to say that Keith no longer had to keep stimulating himself to keep himself hard, as just seeing his sister like this was nearly enough to push him over the edge. There was a faint click as Emma closed and locked her door, and went to join her brother on her bed.

"I thought you meant your room," she commented, while Keith wasted no time but had already leaned over and started pulling her T-shirt off. Barely had her torso gone naked before he edged even closer, eagerly caressing her ribs and stomach while licking and nibbling at her nipples. Alone now, both of them allowed themselves to breathe more loudly, and Keith realized that his sister must be almost as excited as himself as she let out a long trembling exhalation.

It took a moment before the girl got herself together to keep speaking. She reached down and started pulling off Keith's T-shirt, too, thus preventing him from continuing his caress of her chest. "Why aren't we doing it in your room?"

The boy shook over his entire body with eagerness to proceed and wiggled himself to throw off his shirt, but there was an unexpected sincerity to Emma's question that made him pause long enough to reply. "My room doesn't have a door - anyone could just walk in and catch us. Why?"

"It's just..." The little girl bit her lip and averted her eyes nervously. Keith's pecker gave a mighty throb of approval. God, how adorable she was! "Your bed is where we had the first 'test', and it seems sort of special to me. Besides, I'm not sure what Mom or Dad would think if your thingie starts spewing that white stuff on my bed."

Keith stared at her with astonishment in several seconds. Aside from the fact that he (and his dark side) was sympathetic with his sister having become emotionally invested in these 'tests' the same as him, it somewhat came as a surprise just how much sense her logical reasoning made. Indeed, he could probably go and masturbate just about anywhere he wanted as long as he cleaned up after himself, and his parents would not think anything of it, but he was fairly sure that they would not be as understanding if they went and found dried semen in Emma's room. Again the horrible consequences of discovery flew through his mind. It was almost enough to ruin his mood.

"We'll just have to clean up really carefully if it comes to that," he decided, reaching out and starting to pull off Emma's socks. "And I don't think it's a good idea to do it in my room with the others right downstairs. We'll go to my room next time. Deal?"

Emma pulled off Keith's socks while Keith began to shuck his sister's trousers. "Deal."


A few moments after, both of the siblings were completely naked and sitting before one another once more. Although the thoughts about being caught by their parents had somewhat dampened Keith's mood and softened his erection a bit, his penis was still like halfway hard and about three and a half inch long. He wasted no more time but gestured for his sister to lie on her back, and as she voluntarily spread her legs, he crawled in and immediately went to work licking her moist snatch. This earned some desperate little noises from the girl, and some cute giggling when he blew at it as a finisher.

He did not lick her for more than a few seconds, though, before he began crawling forward, a hand on either side of his sister's body while he pushed himself forward with his legs, licking and kissing her body as he advanced. As he intended, doing this forbidden thing with his sister was enough to get him to full erection once more, and by the time he had his pelvis aligned with Emma's, his member was straining against its own skin, the red eye at the tip having opened anew to stare with relentless single-mindedness at the crotch awaiting below it.

Staring into Emma's eyes and waiting for some kind of green light, Keith was somewhat disappointed to see that she averted her eyes from him once more, as if refusing to look at him. She was biting her lower lip and looked somewhat uncomfortable, and for a moment, Keith considered asking if anything was wrong, until he felt his penis give an impatient throb. There would be time for worrying later, he figured.


Lowering himself until he figured he was about at the right height, Keith began pushing forward with his hips until he felt the tip of his pecker on something warm and hard. Possessed with lust, he made a couple of trying thrusts before he realized that he could very well be making the same embarrassing mistake as he had last time, and end up shooting his load on her stomach or something.

Drawing back as far as he could while still touching that warm hardness, he held still. He hovered above his sister, a lump in his throat and a knot in his chest, yet almost so thoroughly lost to his own sexual drive that his usual strict inhibitions had all but disappeared. He was panting with excitement and effort at holding himself still like this, but still managed to ask, "Is it in?"

Frowning, Emma shook her head, confirming Keith's suspicions. He moved about a little, trying to maneuver himself so that he was positioned about at her entrance, and pushed forward gently again. "How about now?"

Again the girl shook her head, but before her brother could start rearranging himself again he felt her little fingers wrap around his penis like when she had been jerking him off earlier, only this time he felt her pulling it in a certain direction, dragging it with her hand and inevitably causing Keith's entire lower body to move with it. Finally he felt his tip being pressed against something that felt different from anything his member had ever been in contact with - it was warm, moist, and wonderfully soft - and Emma let go of him.

Breathless with excitement at how incredibly sexy it was that his sister had been aiming his member to let him find her more easily, Keith pushed forward carefully and felt the warm softness begin to envelop him. He looked at her, wide-eyed and on the verge of losing his mind to his own lust. "Now?" She nodded.

Swallowing past his constricted throat, anxious about this entire endeavor, Keith pushed further and harder, and he gradually felt the warm flesh of his little sister take in more and more of his length. Emma's expression remained something like a frown while she continued to refuse to look at the guy lying on top of her, but Keith thought that as he entered her, her eyebrows started making these odd little fluttering movements and her lower lip began quivering. Not sure whether this was a good or bad sign, he figured that if she had not given some kind of indication of her desires by now (aside from coming up here, stripping him, and helping him aim), it was unlikely he would ever get one.

Instead he decided to concentrate on what he felt, as he thrust himself in all the way to the hilt. Astonished, he realized that he had just lost his virginity - and his sister had now officially lost her. They were each others' firsts, and although Emma's hymen had technically been broken for a month's time, this was the first time with a guy's thing inside her. Thinking about this sent pleasant shivers through Keith's entire body, and he felt control slip away from him a little more as his dark side roared in triumph, veering its ugly head in Keith's psyche like some kind of monster trying to possess a mortal body through which to inflict its evil will upon the world.

But all these thoughts were short-lived at most, because even as he started pumping with his hips, he came to the realization that he had been way off when imagining sex. At first, before the 'tests', he had assumed that it felt something like plain masturbation, since he figured that his hand was meant to imitate a pussy. Then, as he had explored Emma, he had added "wet" and "warm" to his mental images, but that was about as far as he had thought. He had never thought about the fact that his penis had considerably larger girth than his fingers or tongue, and that it was most definitely not going to give in and shape itself after the hole it was put in.

In other words, it amazed him how tight it was, as he thrust in and out of Emma's vagina, the walls of her pussy squeezing down on him, her opening feeling almost painfully small compared to what he put in there. As it turned out, although Keith's penis was small length-wise, it had quite a respectable girth - not the "rip one's partner apart"-kind, but definitely enough to fill a virgin quite admirably. It was hot and wet, alright, and, to the teenager's delight, every bit as fantastic as he had imagined it.


He kept thrusting persistently, several minutes passing with him just pushing in and pulling out, being repeatedly enveloped by his sister's flesh, and at one point Emma even let out a cute little whimper and moved around a little, just as it felt like her pussy abruptly got even tighter and wetter than it had already been. However, as wonderful as it was, Keith slowly came to realize that he now faced a different problem altogether: while his sexual stamina was quite impressive, his general physique was not exactly built for endurance. In other words, even as he felt like he could keep humping his sister for several minutes yet before reaching his own climax, his arms, legs and even his abs were tiring rapidly from keeping him suspended above the girl beneath him and thrusting into her. At first it was enough to simply slow down his thrusting and apply less force behind each one, but soon especially his arms started to ache, then his back and neck. His excited shallow breath turned into exhausted panting, and to his endless frustration he realized that as he tired and kept hurting more, his orgasm grew harder and harder to achieve.

After Emma had made those curious little convulsions of her body a second time, her brother was getting to the point where he could barely even maintain his erection anymore, and his phallus began to soften. Desperate, Keith tapped into his reserves of strength and tried pounding himself into Emma harder and faster in an effort to save his erection, but this only served to make him accidentally pull out so far that he slipped out of her entirely. He let out a distressed groan as he quickly tried to push himself back in, moving his pelvis about blindly once more and trying to shove his halfway soft penis into his sister's opening.

It did not take long before Emma took action this time, though, and barely had her brother slipped out of her before she reached down, grabbed his softening erection, and unceremoniously stuffed it straight back into her. Again his sister's active willingness to this served to fuel the flames of Keith's lust, and he hardened some of the way again long enough for him to resume humping her until he was practically gasping for breath. In the end he tired before he came, though, and had to roll sideways off of Emma to avoid simply collapsing on top of her when the last of his strength seemed spent.


Apparently thinking that they were done here, Emma sat up and looked down to inspect her soaking wet pussy - causing an almost painful twinge to go through Keith's member, even as the blood kept steadily leaving it - and then started dressing herself. Keith desperately wanted to tell her to stop, that he just needed a moment to recover, that he had not actually finished, but he found that he could not even get himself to do that much. He was thoroughly exhausted and hurt all over - quite frankly, having an orgasm did not seem all that urgent anymore.

Feeling hope slip away at the realization that he quite literally had been unable to finish the 'test', Keith could almost feel the depression that had been held back solely by this new strange relationship with Emma lurking back into his mind. After all of this he had gone through, and all the heinous things he had subjected his beloved sister to because of his own twisted cravings, he could not finish. He was too weak. Useless...

"That was actually nice," Emma abruptly said, just as she pulled her T-shirt back on and stood up, fully dressed even as Keith remained completely naked. Keith looked up at her, the rising melancholy frozen within him at her words, and a spark of something else entirely having been ignited in his chest. She was looking him in the eyes, too, smiling with childish innocence that her brother had no idea how she maintained, even after having lost her virginity to her brother in every sense of the word. Then she looked down at his (now almost completely shrunken) penis, and Keith thought he saw her smile widen. That spark inside his chest flared up, burning away the sadness within him even as he felt the blood returning to his pecker.

"Let's do that again sometime," she proceeded, turning around and unlocking her door. "And remember, you promised we'd have the next 'test' in your bed." She opened the door, left, and closed it after her. He could hear her descend the stairs outside, although some of her footfalls were almost drowned in the sound of his own heartbeat.

Staying where he was for the moment, Keith actually found himself smiling, pleased with this 'test' despite not everything had gone as planned. But Emma had liked it, and that was what he had told himself from the very beginning was the most important thing. If she liked it, he figured, she was more likely to want to try it again, and to be willing to try more stuff with him. And less likely to tell their parents, which was also of major importance - if they found out, he would be on the receiving end of the punishment of the century, and he would definitely never get to be alone with Emma again.

Looking down at himself, Keith debated whether to masturbate while the memory of this halfway failed 'test' was still fresh in his mind, just so that he personally would also get some relief from it, but ultimately decided against it. He was simply too exhausted to be able to enjoy it properly anyway. Instead he stayed put for a few minutes, recuperating, before he simply got up, got dressed and left... and started planning how to do better next time.






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